Metal-Free Transfer Hydrogenation of Nitroarenes in Water with Vasicine: Revelation of Organocatalytic Facet of an Abundant Alkaloid
Sushila Sharma, Manoranjan Kumar, Vishal Kumar and Neeraj Kumar*
*Natural Plant Products Division, CSIR-Institute of Himalayan
Bioresource Technology, Palampur, Himachal Pradesh 176 061, India, Email: neeraj
ihbt.res.in
S. Sharma, M. Kumar, V. Kumar, N. Kumar, J. Org. Chem., 2014, 79, 9433-9439.
DOI: 10.1021/jo5019415
Abstract
Vasicine, an abundantly available quinazoline alkaloid from the leaves of Adhatoda vasica, enables an efficient metal- and base-free reduction of nitroarenes to the corresponding anilines in water. The chemoselective method tolerates a wide range of reducible functional groups, such as ketones, nitriles, esters, halogens, and heterocyclic rings. Dinitroarenes are reduced selectively to the corresponding nitroanilines.
see article for more examples
degradation of vasicine
Key Words
reduction of nitro compounds, green chemistry, vasicine
ID: J42-Y2014
